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Top Upcountry Maui hotels
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,038 nightly
The price is $1,232 total per night from Nov 27 to Nov 28
$1,232 total
Nov 27 - Nov 28
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
"Loved everything about our stay. Staff was always so kind, food was delicious, and rooms were so clean"
Reviewed on Nov 12, 2026
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$438 nightly
The price is $520 total per night from Nov 28 to Nov 29
$520 total
Nov 28 - Nov 29
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
"Everything about this resort is spectacular, Definitely one of the most stunning places we’ve ever stayed!"
Reviewed on Nov 14, 2026
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $325 total per night from Nov 21 to Nov 22
$325 total
Nov 21 - Nov 22
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate ...
"Absolutely loved this property! I can’t wait to come back"
Reviewed on Nov 13, 2026
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $283 total per night from Dec 15 to Dec 16
$283 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
"The staff was absolutely fantastic so very helpful. Our room was awesome! Private lanai was a great addition"
Reviewed on Nov 13, 2026
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$185 nightly
The price is $220 total per night from Nov 15 to Nov 16
$220 total
Nov 15 - Nov 16
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free self-serve breakfast each morning. A garden, ...
"Beautiful garden"
Reviewed on Nov 13, 2026
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $245 total per night from Nov 15 to Nov 16
$245 total
Nov 15 - Nov 16
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are featured at this smoke-free aparthotel. Relax with beach cabanas and sun loungers, and cool ...
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$742 nightly
The price is $881 total per night from Nov 29 to Nov 30
$881 total
Nov 29 - Nov 30
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, ...
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $342 total per night from Nov 16 to Nov 17
$342 total
Nov 16 - Nov 17
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. ...
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $230 total per night from Dec 6 to Dec 7
$230 total
Dec 6 - Dec 7
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheap Upcountry Maui hotels
Bamboo Valley Inn
1444 West Kuiaha Rd Haiku HI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels in Upcountry Maui with star-rating
Check Upcountry Maui Hotels by Star Rating
5 Star Hotels
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Recent Upcountry Maui hotel reviews by fellow wanderers
The Westin Maui Resort & Spa, Ka'anapali
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Everything about this resort is spectacular, Definitely one of the most stunning places we’ve ever stayed!"
A verified traveler stayed at The Westin Maui Resort & Spa, Ka'anapali
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